South Lee Cottages from CA $786

A lush green landscape with a lake and rolling hills under a cloudy sky.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for South Lee cottages

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Stephentown

CA $786 total

includes taxes & fees

Jul 5 - Jul 6

Berkshires farm, 30+ guests, 50 acres

New Lebanon

CA $3,061 total

includes taxes & fees

Jul 7 - Jul 8

View all properties

Find vacation rentals that suit your style

Cabins

Cottages

Save an average of 15% on thousands of hotels when you're signed in

Top South Lee Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"These types of time sharing places look a bit outdated, but there is value because they have a full kitchen and living room. Better lighting and cleaner hallways could be a plus. Beautiful setting in the mountains. Not too far from Tanglewood and rte 100 in the Green Mountains in Vermont!"

Quality Inn Great Barrington

10/10 Excellent

"I booked the stay at Quality Inn without knowing what to expect. Getting to the hotel was easy. The location was perfect with mountains all around. Comfortable bed and just right amenities made the stay enjoyable. The breakfast sitting area was separate from the hotel and had a cottage feel, enjoyed having breakfast. Exploring the town of Great Barrington was easy as everything was walking distance. Quality Inn is right next to Town Hall. Had a perfect view of the Strawberry moon sitting on the bench outside of the town hall. It was fun to see through the window of the Great Barrington fm radio station and chatting with the DJ hen he stepped out. A must to stop at SoCo ice-cream shop delicious cold treats. People are very friendly. The Pizza at The Great Barrington Pizza house was delicious. Walking around we could feel the history that has transpired, small town vibe, the architecture. Do not miss going to Great Barrington Farmers market, it is a co-op market and Guido's family owned super market."

Berkshires Untold

10/10 Excellent

"We stayed for 2 nights at Berkshires Untold. Cleanliness is my top priority where I stay, and this place was exceptional. The staff was very professional and friendly especially the staff at the restaurant there. We had dinner one night and breakfast twice. While the food was slightly overpriced for the portion sizes, it was delicious!! Get the S’Mores Flight dessert for sure! At night we sat outside by the gas fire pits and enjoyed listening to a classical string trio which was very nice. The noise level was very low with only the usual other guests going by our room and an occasional car. My only suggestion would be for better lighting in the room but that was minor. There is no pool just fyi. We would stay there again and highly recommend."

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

8/10 Good

"We had a lovely, one night stay here. I went with my adult son and his girlfriend to see Paul Simon at Tanglewood (which turned out to be an amazing show!) The front desk staff at the resort were friendly and accommodating; they let us use the amenities early before we could check in, which was GREAT! We hung around the outdoor pool, met a lot of nice people, and had a blast. Our suite was great. Parking was easy and plentiful and we had 2 bedrooms and each had it's own bathroom for full privacy. Full kitchen with fridge and freezer, a little living room and a nice outdoor deck overlooking the woods and a brook. It was clean, comfortable, and we had a wonderful stay. There is a grocery store just a few miles down the street for everything you need and Lenox is about 10-15 minutes away. We even saw a bear in the parking lot and he went out back in the woods where our porch was. I've never had a bear sighting. It was awesome! The only thing I can comment is the windows in the front bedroom were pretty dirty. It would have been nice it they were cleaned up. Honestly it didn't make or break our trip, just a business owner myself, I always like the feedback. But all in all, I would definitely recommend and definitely stay there again."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Loved this place. It was a bit dated aesthetically, but the charm outweighed that. Beds are comfortable. The setting on the lake is beautiful and its size of the hotel is lovely. Staff and guests were delightful. In retrospect, I wish I’d paid more for a lakefront room — it would’ve been worth it. Hotel is centrally located and it’s easy to get everywhere. Only negative was that there was no recycling."

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

10/10 Excellent

"Wonderful, clean and new hotel in great location between Lenox and Pittsfield. Room was lovely, bed comfortable, and breakfast offered everything you would expect. Staff was friendly and helpful. We were delighted to find this place and will definitely return next time we come to the Berkshires."

Find out more about South Lee

South Lee Cottages information

Number of reviews
Accommodation	126 Cottages
Lowest Price	CA $786
Highest Price	CA $3,061

Frequently asked questions

How much do cottages in South Lee cost?

Cottages in South Lee range between CA $786 and CA $3,061 per night. These properties offer a chance to soak up nature's beauty — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in South Lee?

Pack your suitcase and pick from 126 cottages in South Lee. Thinking about a place where you can relax and connect with nature? Expedia can help you find the ideal stay in just a click or two.

Why book your cottage in South Lee with Expedia?

We think that vacays should be simple, so if you're seeking cottages in South Lee at a nice price, Expedia has your back. Save cash and stay in a thrifty option far from the rush of the city, or book a luxury cottage to treat your loved ones.

How can I find cheap cottages in South Lee?

Expedia can help you look for cheap cottages in South Lee. To lock in the perfect stay in a couple of quick clicks, use our handy filter tool to refine your search results by amenities, budget and star rating.

What is there to do in South Lee near my cottage?

After you've unpacked your bags and settled in, head out and explore the wonderful things South Lee has for you to experience. Chesterwood is a great attraction to add to your must-do list.

Explore a world of travel with Expedia

The Berkshires Vacation Rentals

Book Cottages in South Lee on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Lee cottages

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Berkshires farm, 30+ guests, 50 acres

Find vacation rentals that suit your style

Top South Lee Hotel Reviews

Vacation Village in the Berkshires

Berkshire Mountain Lodge

The Red Lion Inn

Quality Inn Great Barrington

Berkshires Untold

Howard Johnson by Wyndham Lenox

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Find out more about South Lee

South Lee Cottages information

Frequently asked questions

Explore a world of travel with Expedia

Search South Lee Cottage Rentals from CA $786

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Lee cottages

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

Berkshires farm, 30+ guests, 50 acres

Find vacation rentals that suit your style

Top South Lee Hotel Reviews

Vacation Village in the Berkshires

Find out more about South Lee

South Lee Cottages information

Frequently asked questions

Explore a world of travel with Expedia